Azo dye



Patented Feb. 12, 1924.

UNITED STATES PATENT OFFICE.-

HEINBICE CLING-ESTEIN, OF COLOGNE, GERIIIANY, ASSIGNOB TO FARBENFA'BBIKEN VOBM. FRIEDB. BAYER AND CO., Oi LEVERKUSEN, NEAR COLOGNE-ON-THE-RHINE,

GERMANY.

AZO DYE.

1T0 Drawing.

To all whom it may concern:

Be it known that I HEINRICH CLINGE- smile, a citizen of Germany, residing at Cologne-on-the-Rhine, Hermann Beckerstrasse 8, State of Prussia, have invented new and useful Improvements in an Azo Dye, of which the following is a specification.

I have found that new and valuable azo dyes for W001 can be obtained b combining 1o diazo compounds of benzene derivatives containing an alkylacidylamino group e. g. para-aminoethylacetanilid, 2-ethylacetylam+ ino-4-toluidin, 5-eth lacetylamino-Q-toluidin, 4: ethylacetylamino-2-toluidin, Q-ethyl- 1e acetylamino-d-toluidin with ,azo dyestufi' components e. g. orthoor para-methoxyphenyl-2-amino-8-naphthol 6 sulfonic acid, 2-phenylamino-8-naphthol-6-sulfonic acid, para ethylacetylaminophenyl 2 amino 8- 2o naphthol-G-sulfonic acid, 1.2-chloro-4- or 5- sulfophenyl-3-methyl-5 pyrazolon, 1.2.5- dichloro-4-sulfophenyl-3-methyl 5 pyrazolon etc.

My new dyes are after being dried and pulverized in the shape of their alkali metal salts dark powders soluble in water generally with a yellow to brown and in concentrated sulfuric acid generally with a reddish coloration. They yield upon reduction 5 with stannous chlorid and hydrochloric acid an alkylacidylamino compound of the benzene series and the amino compound of the azo compound used. They'dye wool from yellow to brown to blue-red shades fast to w milling which are distinguished for their 7 good equalizing properties.

In order to illustrate my invention more fully the followin example is given, the parts being by weig t :19, 2 parts of 4-ethylm acetylamino-2-toluidin are diazotized in the usual manner with 28 parts of a 20 per cent hydrochloric acid and 6, 9 parts of sodium nitrite and the diazo compound is then coupled with parts of para-methoxyphea nyl-2-amino-8-naphthol-6-sulfonic acid 100 per cent) in an alkaline solution containing sodium carbonate. The dye is salted out, filtered ofi and dried.

It is after bein dried and pulverized in u the shape of its so 'um salt a brownish pow- .der soluble in water with a\yellowish-red Application filed larch 29, 1928. Serial No. 628,588.

alkylacidylamino group and an azo dyestufl component, which are, after being dried and pulverized 1n the shape of their alkali metal salts, dark powders soluble in water generally with a yellowish to brown and in concentrated sulfuric acid generall with a red coloration; yielding upon re uction with stannous chlorid and hydrochloric acid an alkylacidylamino compound, of the benzene series and the amino compound of the azo component used; dyeing wool from yellow to brown to blue-red shades fast to milling distinguished for their good equalizing properties, substantially as described.

2. The herein described monazo dye having in a free state most probably the formula: 1

OH] OH TN=N /Y)-Nn ca.

N53211: OINB being in the shape of its dried and pulverin water with a yellowish-red and in concentrated sulfuric acid with a red coloration; yielding u on reduction with stannous chlorid and amino-2-tolui 1n and para-methoxyphenyl- 2.7-diamino-8-naplithol-6-sul honic acid and dyein wool from aci baths a pure (ydrochloric acid 4-ethylacetylized sodium salt a brownish powder soluble yellowish rown shade fast to milling, substantially as described.

In testimony whereof I have hereunto setmy hand. J

HEINRICH CLINGESTEIN. 

